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Título: | Synthesis, Cell-Surface Binding, and Cellular Uptake of Fluorescently Labeled Glucose−DNA Conjugates with Different Carbohydrate Presentation |
Autor: | Ugarte-Uribe, Begoña CSIC; Pérez-Rentero, Sonia CSIC ORCID; Lucas, Ricardo CSIC; Aviñó, Anna CSIC ORCID; Reina, José J. CSIC ORCID; Alkorta, Itziar CSIC ORCID; Eritja Casadellà, Ramón CSIC ORCID ; Morales, Juan C. | Palabras clave: | Oligonucleotide DNA conjugates Glucose Carbohydrates |
Fecha de publicación: | 30-jun-2010 | Editor: | American Chemical Society | Citación: | Bioconjugate Chemistry 21(7): 1280-1287 (2010) | Resumen: | Oligonucleotide conjugates carrying carbohydrates at the 5′-end have been prepared. Glucose, fucose, and saccharides containing glucose at the nonreducing end were attached to DNA strands using the classical phosphoramidite chemistry. Two types of spacers and a dendron scaffold helped to obtain a diversity of sugar presentations in the DNA conjugates. Cellular surface adsorption and cellular uptake of carbohydrate oligonucleotide antisense sequences were measured using flow cytometric analysis. Conjugates with the glucose moiety linked through long spacers (15 to 18 atom distances) were internalized better than those with short linkers (4 atom distance) and than DNA control strands without sugar modification. Conjugates with tetravalent presentation of glucose did not improve cell uptake. | Descripción: | 8 páginas, 5 figuras | Versión del editor: | http://dx.doi.org/10.1021/bc100079n | URI: | http://hdl.handle.net/10261/36165 | DOI: | 10.1021/bc100079n | ISSN: | 1043-1802 |
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